Hmdb loader
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 23:24:27 UTC
Update Date2021-09-26 22:55:26 UTC
HMDB IDHMDB0246383
Secondary Accession NumbersNone
Metabolite Identification
Common Name4-Chloro-2-methylaniline
Description4-chloro-2-methylaniline, also known as 4-chloro-O-toluidine or 2-amino-5-chlorotoluene, belongs to the class of organic compounds known as aminotoluenes. These are organic aromatic compounds containing a benzene that carries a single methyl group and one amino group. Based on a literature review very few articles have been published on 4-chloro-2-methylaniline. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-chloro-2-methylaniline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-Chloro-2-methylaniline is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
Thumb
Synonyms
ValueSource
4-Chloro-O-toluidineKegg
2-Amino-5-chlorotolueneKegg
4-Chloro-2-methylaniline hydrochlorideMeSH
4-Chloro-2-toluidineMeSH
4-Chloro-2-toluidine hydrochlorideMeSH
p-Chloro-O-toluidineMeSH
p-Chloro-O-toluidine hydrochlorideMeSH
Chemical FormulaC7H8ClN
Average Molecular Weight141.6
Monoisotopic Molecular Weight141.034527
IUPAC Name4-chloro-2-methylaniline
Traditional Name4-chloro-o-toluidine
CAS Registry NumberNot Available
SMILES
CC1=CC(Cl)=CC=C1N
InChI Identifier
InChI=1S/C7H8ClN/c1-5-4-6(8)2-3-7(5)9/h2-4H,9H2,1H3
InChI KeyCXNVOWPRHWWCQR-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aminotoluenes. These are organic aromatic compounds containing a benzene that carries a single methyl group and one amino group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassToluenes
Direct ParentAminotoluenes
Alternative Parents
Substituents
  • Aminotoluene
  • Aniline or substituted anilines
  • Halobenzene
  • Chlorobenzene
  • Aryl halide
  • Aryl chloride
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP2.36ALOGPS
logP2.26ChemAxon
logS-2ALOGPS
pKa (Strongest Basic)3.41ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area26.02 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity40.6 m³·mol⁻¹ChemAxon
Polarizability14.55 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+130.15630932474
DeepCCS[M-H]-127.83730932474
DeepCCS[M-2H]-164.07630932474
DeepCCS[M+Na]+138.92830932474
AllCCS[M+H]+126.932859911
AllCCS[M+H-H2O]+122.232859911
AllCCS[M+NH4]+131.332859911
AllCCS[M+Na]+132.632859911
AllCCS[M-H]-124.332859911
AllCCS[M+Na-2H]-126.432859911
AllCCS[M+HCOO]-128.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-Chloro-2-methylanilineCC1=CC(Cl)=CC=C1N2061.2Standard polar33892256
4-Chloro-2-methylanilineCC1=CC(Cl)=CC=C1N1234.2Standard non polar33892256
4-Chloro-2-methylanilineCC1=CC(Cl)=CC=C1N1289.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-Chloro-2-methylaniline,1TMS,isomer #1CC1=CC(Cl)=CC=C1N[Si](C)(C)C1457.9Semi standard non polar33892256
4-Chloro-2-methylaniline,1TMS,isomer #1CC1=CC(Cl)=CC=C1N[Si](C)(C)C1385.1Standard non polar33892256
4-Chloro-2-methylaniline,1TMS,isomer #1CC1=CC(Cl)=CC=C1N[Si](C)(C)C1558.1Standard polar33892256
4-Chloro-2-methylaniline,2TMS,isomer #1CC1=CC(Cl)=CC=C1N([Si](C)(C)C)[Si](C)(C)C1499.1Semi standard non polar33892256
4-Chloro-2-methylaniline,2TMS,isomer #1CC1=CC(Cl)=CC=C1N([Si](C)(C)C)[Si](C)(C)C1580.4Standard non polar33892256
4-Chloro-2-methylaniline,2TMS,isomer #1CC1=CC(Cl)=CC=C1N([Si](C)(C)C)[Si](C)(C)C1589.1Standard polar33892256
4-Chloro-2-methylaniline,1TBDMS,isomer #1CC1=CC(Cl)=CC=C1N[Si](C)(C)C(C)(C)C1682.8Semi standard non polar33892256
4-Chloro-2-methylaniline,1TBDMS,isomer #1CC1=CC(Cl)=CC=C1N[Si](C)(C)C(C)(C)C1608.6Standard non polar33892256
4-Chloro-2-methylaniline,1TBDMS,isomer #1CC1=CC(Cl)=CC=C1N[Si](C)(C)C(C)(C)C1741.1Standard polar33892256
4-Chloro-2-methylaniline,2TBDMS,isomer #1CC1=CC(Cl)=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1956.8Semi standard non polar33892256
4-Chloro-2-methylaniline,2TBDMS,isomer #1CC1=CC(Cl)=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1995.6Standard non polar33892256
4-Chloro-2-methylaniline,2TBDMS,isomer #1CC1=CC(Cl)=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1837.2Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4-Chloro-2-methylaniline GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-3900000000-cc5c291ab579412449572021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Chloro-2-methylaniline GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Chloro-2-methylaniline 10V, Positive-QTOFsplash10-0006-0900000000-58e052ba5ae485c6b5f52016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Chloro-2-methylaniline 20V, Positive-QTOFsplash10-0006-0900000000-66315826c38da0175c762016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Chloro-2-methylaniline 40V, Positive-QTOFsplash10-02ei-9500000000-bdeda807821aecb44bed2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Chloro-2-methylaniline 10V, Negative-QTOFsplash10-0006-0900000000-cadfd76bc85c567e98f42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Chloro-2-methylaniline 20V, Negative-QTOFsplash10-0006-0900000000-5d92415d51c79d60cc262016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Chloro-2-methylaniline 40V, Negative-QTOFsplash10-0udl-5900000000-703d9b67b509588980f02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Chloro-2-methylaniline 10V, Positive-QTOFsplash10-0006-0900000000-4ee5202fd2d2205337032021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Chloro-2-methylaniline 20V, Positive-QTOFsplash10-0006-1900000000-5990ef3b9ee16c28d6612021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Chloro-2-methylaniline 40V, Positive-QTOFsplash10-004i-9200000000-ad4cf54e5b30cc9deba12021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Chloro-2-methylaniline 10V, Negative-QTOFsplash10-0006-3900000000-cba896363d121973de722021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Chloro-2-methylaniline 20V, Negative-QTOFsplash10-001i-9400000000-edbe0b404e2cad1bec8c2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Chloro-2-methylaniline 40V, Negative-QTOFsplash10-001i-9000000000-c2fa753da65a4bac80a12021-10-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID6981
KEGG Compound IDC19169
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1592511
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]